Oscar Knorsberry is dealing with the traumas of a new boarding school for misbehaving boys, and being a closeted gay at the same time. Upon arrival, he meets his dorm mate, Jackson. Coming to the realisation that he is thoroughly screwed, he does his best to fit in. But when little situations take great twists and turns, Oscar has to make sure things don't hit the fan. What happens in Ivywood stays in Ivywood, right?